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516805

Sigma-Aldrich

4,4′-Oxydianiline

97%

Synonym(s):

4,4′-Diaminodiphenyl ether, 4-Aminophenyl ether

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About This Item

Linear Formula:
O(C6H4NH2)2
CAS Number:
101-80-4
Molecular Weight:
200.24
Beilstein:
475735
EC Number:
202-977-0
MDL number:
MFCD00007863
UNSPSC Code:
12352100
PubChem Substance ID:
24873898
NACRES:
NA.22

vapor pressure

10 mmHg ( 240 °C)

Quality Level

100

Assay

97%

form

solid

mp

188-192 °C (lit.)

SMILES string

Nc1ccc(Oc2ccc(N)cc2)cc1

InChI

1S/C12H12N2O/c13-9-1-5-11(6-2-9)15-12-7-3-10(14)4-8-12/h1-8H,13-14H2

InChI key

HLBLWEWZXPIGSM-UHFFFAOYSA-N

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Application

4,4′-Oxydianiline can be used as a reactant to synthesize:
  • Aromatic polyamides by polycondensation with aromatic dicarboxylic acids.
  • Azomethine bisphenols by reacting with aromatic aldehydes, which can be used to synthesize polyazomethines by the oxidative polycondensation in the presence of NaOCl as an oxidant.
  • Polyguanamines by the chemoselective polycondensation with 2-amino-4,6-dichloro-1,3,5-triazine in the presence of potassium carbonate as a base.
It can also be used for the functionalization of carbon nanotubes, which can react with terminal dianhydrides to synthesize polyimide aerogels.

Signal Word

Danger

Hazard Classifications

Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Aquatic Chronic 1 - Carc. 1B - Muta. 1B - Repr. 2 - Skin Sens. 1 - STOT RE 2 Oral

Target Organs

Thyroid

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

Flash Point(F)

426.2 °F - closed cup

Flash Point(C)

219 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

PRTR

Class I Designated Chemical Substances

ISHL Indicated Name

Substances Subject to be Indicated Names

ISHL Notified Names

Substances Subject to be Notified Names

JAN Code

516805-100G:4548173943107
516805-BULK:
516805-25G:
516805-VAR:
516805-500G:4548173943114

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Certificates of Analysis (COA)

Lot/Batch Number
MKCQ7153
MKCP1241
MKCM4970
MKCG9475
MKCC8519

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Copolyimides from 2, 3, 3', 4'-biphenyltetracarboxylic dianhydride and pyromellitic dianhydride with 4, 4'-oxydianiline.
Hergenrother PM, et al.
Polymer, 45(16), 5441-5449 (2004)
Pervaporation of water/acetic acid through polyimide membranes from 3, 3', 4, 4'-benzophenone tetracarboxylic dianhydride and 4, 4'-oxydianiline.
Moon YD, et al.
Polym. Bull., 29(3-4), 431-438 (1992)
Synthesis, characterization, optical and electrical properties of thermally stable polyazomethines derived from 4, 4'-oxydianiline.
Dineshkumar S, et al.
Journal of Adhesion Science and Technology, 29(23), 2605-2621 (2015)
Gas permeability and permselectivity in polyimides based on 3, 3', 4, 4'-biphenyltetracarboxylic dianhydride.
Tanaka K, et al.
Journal of Membrane Science, 47(1), 203-215 (1989)
Anders Lennartson et al.
Chirality, 27(7), 425-429 (2015-06-03)
We studied the spontaneous formation of chiral crystals of four diaryl ethers, 3-phenoxybenzaldehyde, 1; 1,3-dimethyl-2-phenoxybenzene, 2; di(4-aminophenyl) ether, 3; and di(p-tolyl) ether, 4. Compounds 1, 3, and 4 form conformationally chiral molecules in the solid state, while the chirality of
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